Your Proposal Checklist: 10 Things To Do To Plan the Perfect Proposal

With millions of couples getting engaged from November to February, soon-to-be fiancés everywhere are making sure they have what they need to pop the question. But, whether you’ve been thinking about asking for your special someone’s hand for a while or inspiration has recently struck, there more than a few things you need to take care of before getting down on one knee. Today then, we wanted to share our proposal checklist with you – read on for the 10 things to do to plan the perfect proposal.

Your Ultimate Proposal Checklist

Have A Conversation With Their Family

Read Crystal and Ryan’s Full Story

We couldn’t start a proposal checklist without encouraging you to have a conversation with your future fiancé’s family (or close loved ones). Because, not only is marriage about celebrating your love, it is about bringing loved ones together. Whether you are talking to mom, dad, grandma, brother, or best friend, start your proposal planning with a personal conversation. It’ll score you major points and you’re likely to get some proposal ideas while you’re at it.

Decide On Your Budget

After you’ve talked with your closest family and friends about your plan to propose, the next thing to do is to decide on a ring budget. And, with more than a quarter of men saying that debt is an added stressor to the proposal process, figuring out how much to spend on an engagement ring (that won’t add to any existing debt) is a really smart way to start your search.

Figure Out Their Ring Style

Read Savvy and Casdon’s Full Story Here

There are 2 things you have to find out before proposing (other than knowing they are going to say YES), and the first is to find their ring style. You want your fiancé to fall in love with the ring you pick out for them, but that can feel like a daunting task if you’re trying to figure that out in secret. From metals types and stone cuts to diamond colors and counts, there are a lot of things to consider when trying to find the perfect engagement ring style. So, if you can’t get the inside scoop from friends or even directly from your future fiancé, you can start finding their engagement ring style by taking this quiz!

Get Their Ring Size

Read Charles and Mark’s Full Story Here

We’re all about unique and creative proposals here at How They Asked, so it’s pretty rare that you will find us telling you to take the turnkey idea – but when it comes to getting the ring size, you want to get it right. Because, after all of the budgeting, shopping, and thinking you’ll do to plan the perfect proposal, getting down on one knee with a ring that doesn’t fit can be a major bummer. So, rather than putting in all of this effort to plan something that ends up feeling like a tease because the ring needs to get resized, use these ideas to measure ring size without your partner knowing.

Purchase The Ring

Photo By April Pinto Photography

Cars, homes, and engagement rings are pretty much the most adult purchases you can make. And, all three of them can be overwhelming. Luckily, you can skip the cheesy salesmen and realtors for this one – all you need is to be pointed in the right direction. Start by deciding whether you’d like to purchase your engagement ring online or in-person at a jewelry store and then take some time to find the one. Want all of our best tips to help you? Learn how to buy an engagement ring here!

Upgrade The Ring Box

Check out our favorite velvet ring boxes here!

We’re all about helping you create a personalized proposal and one of the simplest ways to do that is by upgrading the ring box. Even if you are keeping your proposal intimate, you can make the moment memorable with a ring box that is anything but generic. Some of our favorites right now? These velvet ring boxes that are sure to become an heirloom.

Figure Out How You Are Going To Ask Them

Read Alicia and Nate’s Full Story Here

Maybe you’ve purchased the ring (and stashed it for safe keeping) or maybe it’s being made – either way, it’s time to start thinking about how you are actually going to pop the question. And, whether you want to plan something intimate or over-the-top, you can get the your creative juices flowing by checking out the thousands of proposal stories we have here on How The Asked. Peruse them to see what feels right to you and then follow these 3 steps to plan a unique proposal of your own!

Pick A Date

You might think that picking a date would be earlier on our proposal checklist, but if you are doing anything more than an intimate proposal that only involves the two of you, you might have to plan things around someone else’s schedule. Between booking proposal photographers and venues to getting all of your loved ones to show up at your favorite restaurant for an engagement party right after they say “Yes!” cross checking calendars should happen after you’ve come up with a plan for what you want to happen.

Plan Your Proposal Speech

Read Noel and Kira’s Full Story Here

The last thing to do before you propose is write your speech (cue the collective sigh because no one likes to write). But, hear us out. If you’re making the effort to plan a memorable proposal – ring properly sized and all – getting down on one knee and fumbling through your words is definitely not romantic. So, to help you out, we’ve put together a proposal speech template that you can customize to tell your story! Plus, you’re pretty much guaranteed to get the tears going with this one.

Pop The Question and Celebrate

Read Courtney and Carder’s Full Story Here

You’ve popped the question and now it’s time to pop the champagne! But, before you jump head first into the deep end of planning your wedding, be sure to take some time to celebrate. Your engagement will likely fly by but it is the best time to spend some serious quality time together. Once you’ve made the rounds and announced your engagement, learn what to do after you get engaged here!


Need more proposal advice? We’ve got you covered! Read more articles to help you plan your proposal here!